US10864189B2 - Topical compositions comprising polyolprepolymers, stem cell, and cannabinoids for skin care - Google Patents
Topical compositions comprising polyolprepolymers, stem cell, and cannabinoids for skin care Download PDFInfo
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- US10864189B2 US10864189B2 US16/455,002 US201916455002A US10864189B2 US 10864189 B2 US10864189 B2 US 10864189B2 US 201916455002 A US201916455002 A US 201916455002A US 10864189 B2 US10864189 B2 US 10864189B2
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- acid
- skin
- group
- topical emulsion
- dermatitis
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- 239000000203 mixture Substances 0.000 title claims abstract description 90
- 239000003557 cannabinoid Substances 0.000 title claims abstract description 70
- 229930003827 cannabinoid Natural products 0.000 title claims abstract description 70
- 230000000699 topical effect Effects 0.000 title claims abstract description 51
- 210000000130 stem cell Anatomy 0.000 title claims abstract description 15
- 229940065144 cannabinoids Drugs 0.000 title abstract description 45
- 208000017520 skin disease Diseases 0.000 claims abstract description 20
- 239000000284 extract Substances 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 15
- 201000004624 Dermatitis Diseases 0.000 claims description 31
- 208000003251 Pruritus Diseases 0.000 claims description 19
- 239000000839 emulsion Substances 0.000 claims description 18
- -1 galacturonolactone Chemical compound 0.000 claims description 18
- 229940061720 alpha hydroxy acid Drugs 0.000 claims description 17
- 150000001280 alpha hydroxy acids Chemical class 0.000 claims description 14
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 12
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 claims description 12
- 230000007803 itching Effects 0.000 claims description 12
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 12
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 claims description 11
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- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 claims description 11
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 claims description 11
- AAXZFUQLLRMVOG-UHFFFAOYSA-N 2-methyl-2-(4-methylpent-3-enyl)-7-propylchromen-5-ol Chemical compound C1=CC(C)(CCC=C(C)C)OC2=CC(CCC)=CC(O)=C21 AAXZFUQLLRMVOG-UHFFFAOYSA-N 0.000 claims description 10
- OIVPAQDCMDYIIL-UHFFFAOYSA-N 5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7-propylchromene-6-carboxylic acid Chemical compound O1C(C)(CCC=C(C)C)C=CC2=C1C=C(CCC)C(C(O)=O)=C2O OIVPAQDCMDYIIL-UHFFFAOYSA-N 0.000 claims description 10
- 201000001441 melanoma Diseases 0.000 claims description 10
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 8
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- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 6
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 6
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- UVOLYTDXHDXWJU-UHFFFAOYSA-N Cannabichromene Chemical compound C1=CC(C)(CCC=C(C)C)OC2=CC(CCCCC)=CC(O)=C21 UVOLYTDXHDXWJU-UHFFFAOYSA-N 0.000 claims description 6
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- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 6
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- HRHJHXJQMNWQTF-UHFFFAOYSA-N cannabichromenic acid Chemical compound O1C(C)(CCC=C(C)C)C=CC2=C1C=C(CCCCC)C(C(O)=O)=C2O HRHJHXJQMNWQTF-UHFFFAOYSA-N 0.000 claims description 6
- QXACEHWTBCFNSA-SFQUDFHCSA-N cannabigerol Chemical compound CCCCCC1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1 QXACEHWTBCFNSA-SFQUDFHCSA-N 0.000 claims description 6
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- CZXWOKHVLNYAHI-LSDHHAIUSA-N 2,4-dihydroxy-3-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-propylbenzoic acid Chemical compound OC1=C(C(O)=O)C(CCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 CZXWOKHVLNYAHI-LSDHHAIUSA-N 0.000 claims description 5
- YJYIDZLGVYOPGU-XNTDXEJSSA-N 2-[(2e)-3,7-dimethylocta-2,6-dienyl]-5-propylbenzene-1,3-diol Chemical compound CCCC1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1 YJYIDZLGVYOPGU-XNTDXEJSSA-N 0.000 claims description 5
- FAVCTJGKHFHFHJ-GXDHUFHOSA-N 3-[(2e)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-propylbenzoic acid Chemical compound CCCC1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1C(O)=O FAVCTJGKHFHFHJ-GXDHUFHOSA-N 0.000 claims description 5
- VAFRUJRAAHLCFZ-GHRIWEEISA-N 3-[(2e)-3,7-dimethylocta-2,6-dienyl]-2-hydroxy-4-methoxy-6-pentylbenzoic acid Chemical compound CCCCCC1=CC(OC)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1C(O)=O VAFRUJRAAHLCFZ-GHRIWEEISA-N 0.000 claims description 5
- IPGGELGANIXRSX-RBUKOAKNSA-N 3-methoxy-2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylphenol Chemical compound COC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 IPGGELGANIXRSX-RBUKOAKNSA-N 0.000 claims description 5
- WBRXESQKGXYDOL-DLBZAZTESA-N 5-butyl-2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene-1,3-diol Chemical compound OC1=CC(CCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 WBRXESQKGXYDOL-DLBZAZTESA-N 0.000 claims description 5
- GKVOVXWEBSQJPA-UONOGXRCSA-N 5-methyl-2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene-1,3-diol Chemical compound CC(=C)[C@@H]1CCC(C)=C[C@H]1C1=C(O)C=C(C)C=C1O GKVOVXWEBSQJPA-UONOGXRCSA-N 0.000 claims description 5
- IPGGELGANIXRSX-UHFFFAOYSA-N Cannabidiol monomethyl ether Natural products COC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 IPGGELGANIXRSX-UHFFFAOYSA-N 0.000 claims description 5
- KASVLYINZPAMNS-UHFFFAOYSA-N Cannabigerol monomethylether Natural products CCCCCC1=CC(O)=C(CC=C(C)CCC=C(C)C)C(OC)=C1 KASVLYINZPAMNS-UHFFFAOYSA-N 0.000 claims description 5
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- 230000003115 biocidal effect Effects 0.000 claims description 5
- YJYIDZLGVYOPGU-UHFFFAOYSA-N cannabigeroldivarin Natural products CCCC1=CC(O)=C(CC=C(C)CCC=C(C)C)C(O)=C1 YJYIDZLGVYOPGU-UHFFFAOYSA-N 0.000 claims description 5
- VAFRUJRAAHLCFZ-UHFFFAOYSA-N cannabigerolic acid monomethyl ether Natural products CCCCCC1=CC(OC)=C(CC=C(C)CCC=C(C)C)C(O)=C1C(O)=O VAFRUJRAAHLCFZ-UHFFFAOYSA-N 0.000 claims description 5
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- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 claims description 4
- 108010010803 Gelatin Proteins 0.000 claims description 4
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Classifications
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Definitions
- the present invention relates to compositions and methods for the prevention and treatment of skin disorders.
- the skin is the largest organ of the body, with a surface area of 18 square feet.
- the keratinocytes produce keratin, a protein that gives skin its strength and flexibility and waterproofs the skin surface. Collagen and elastic fibers in the dermis give strength to the skin.
- the skin is continuously exposed to changes in the external environment, including oxidative insults, heat, cold, UV radiation, injury, and mechanical stresses.
- the stratum corneum composed of terminally differentiated keratinocytes, constitutes the natural barrier that prevents loss of water and penetration of infectious agents, such as bacteria and viruses, and foreign particles. Keratin intermediate filaments provide the cells with mechanical resilience and protects them against physical stress. Disruption of the keratin scaffold leads to tissue and cell fragility in the skin and its appendages (hair, nail, glands), oral mucosa, and cornea, and exposes the skin to pathological conditions and diseases.
- Dermatitis also known as eczema
- eczema is an inflammation of the skin that is characterized by the presence of itchy, erythematous, vesicular, weeping, and crusting patches.
- Inflammatory agents include bacteria, fungi, viruses, and autoimmune, allergic, hormonal and malignant inflammatory agents.
- the most common skin diseases or disorders include eczema, psoriasis, dermatitis, itching dermatosis, rosacea, perioral dermatitis, acne, non-melanoma skin cancer and melanoma.
- recurrent dermatitis conditions include pruritus, dryness and skin rashes, which may be accompanied by redness, skin swelling, itching and dryness, crusting, flaking, blistering, cracking, oozing, or bleeding.
- Common forms of dermatitis include atopic dermatitis and xerotic eczema.
- Sunlight is a major cause of skin aging. Symptoms of photoaging are wrinkles, pigmentation, decreased skin elasticity, irregular texture and dryness. While treatment with moisturizers and steroid creams may temporarily control skin disorder and aging symptoms by reducing inflammation and smoothing wrinkles, the relief is only temporary. There is no known cure for dermatitis.
- compositions and methods for the prevention and treatment of skin disorders relate to compositions and methods for the prevention and treatment of skin disorders.
- topical compositions and methods of treatment comprising the combined use of one or more cannabinoids, or use of an ingredient that works on the endocannabinoid system, such as but not limited to, Palmitoylethanolamide (PEA), polyolprepolymers and stem cell extract.
- PDA Palmitoylethanolamide
- stem cell extract stem cell extract
- the present invention relates to the use of polyolprepolymers, stem cell medium extract and cannabinoids or compounds that act on endocannabinoid receptors for skin care.
- One embodiment of the invention is a topical composition for treating skin that comprises a therapeutically effective amount of at least one cannabinoid or molecule that acts on endocannabinoid receptors (e.g., Palmitoylethanolamide (PEA)), and a therapeutically effective amount of a polyolprepolymer, stem cell extract and BV-OSC (tetrahexyldecy ascorbate).
- PDA Palmitoylethanolamide
- at least one cannabinoid and either one up to all three of polyolprepolymer, stem cell extract and BV-OSC (tetrahexyldecy ascorbate) may be the only active ingredients of the composition.
- the cannabinoids are present in the topical composition in a concentration between 0.1 and 30% by weight of the composition.
- the cannabinoids are one or more of a natural phytocannabinoid, an organic cannabinoid, an endocannabinoid, a cannabinoid analog, a cannabinoid derivative, a synthetic cannabinoid and a cannabinoid receptor agonist.
- the polyolprepolymers include all compositions for facilitation permeation enhancement of the product into the skin outlined in U.S. Pat. No. 5,045,317, which is incorporated herein by reference in its entirety for all purposes.
- the stem cell medium extract are any multi-potent cell derived from human or plant stem cells used as a source of regenerative medicine.
- another active ingredient is Benzoyl Peroxide and all possible formulations of it.
- the cannabinoid is hemp oil.
- the cannabinoid is one or more of cannabigerolic acid (CBGA), cannabigerolic acid monomethylether (CBGAM), cannabigerol (CBG), cannabigerol monomethylether (CBGM), cannabigerovarinic acid (CBGVA), cannabigerovarin (CBGV), cannabichromenic acid (CBCA), cannabichromene (CBC), cannabichromevarinic acid (CBCVA), cannabichromevarin (CBCV), cannabidiolic acid (CBDA), cannabidiol (CBD), cannabidiol monomethylether (CBDM), cannabidiol-C 4 (CBD-C 4 ), cannabidivarinic acid (CBDVA), cannabidivarin (CBDV), cannabidiorcol (CBD-C 1 ), delta-9-tetrahydrocannabinolic acid A (THCA-A),
- the cannabinoid is a cannabinoid receptor agonist.
- the cannabinoid receptor agonist comprises one or more of a naphthoylindole, a naphthylmethylindole, a naphthoylpyrrole, a naphthylmethylindene, a phenylacetylindole, a cyclohexylphenol and a Palmitoylethanolamide (PEA).
- PDA Palmitoylethanolamide
- the benzoyl peroxide is present in the topical composition in a concentration between 0.1 and 10% by weight of the composition.
- the topical composition may further comprise a stabilizer.
- the stabilizer is selected from the group consisting of guar gum, xanthan gum cellulose hyaluronic acid, polyvinyl pyrrolidone (PVP), alginate, chondritin sulfate, poly gamma glutamic acid, gelatin, chitisin, corn starch and flour, and is present in an amount from about 0.25% to about 30% (w/v).
- the topical composition is in the form of an ointment, a cream, an emulsion, a lotion, a paste, an unguent, a gel or a sunscreen.
- the carrier in the topical composition comprises hemp oil.
- the topical composition further comprises one or more of a thickening agent, an antibiotic, an antiseptic agent, an antifungal, an antibacterial agent, an analgesic or an antiviral agent.
- the topical composition may further comprises a UV absorbing agent in an amount between 0.1 and 5% by weight of the composition.
- the invention provides a method of treating skin, treating a skin disorder, or improving a condition of the skin in a subject in need thereof comprising topically administering to the subject the topical composition of the invention as described above.
- the skin disorder is one or more of atopic dermatitis or eczema, psoriasis, dermatitis, itching dermatosis, seborrheic dermatitis, rosacea, perioral dermatitis, acne, non-melanoma cancer or melanoma.
- the subject presents a symptom which is one or more of pruritus, dryness, skin rash, redness, swelling of the skin, itching, crusting, flaking, blistering, cracking, oozing, or bleeding.
- the dermatitis is atopic dermatitis, contact dermatitis, xerotic eczema, or seborrheic dermatitis.
- the composition of the invention is topically administered to the subject in an amount between about 100 nmol to about 1 .mu.mol/cm 2 .
- the subject is a mammal.
- the mammal is a human.
- the invention provides a method for treating or preventing pruritus, dryness of the skin, skin rash, redness, swelling of the skin, itching, crusting, flaking, blistering, cracking, oozing, bleeding or blistering of the skin in a subject in need thereof, that comprises topically administering to the subject the composition of the invention.
- the subject has one or more of eczema, psoriasis, dermatitis, itching dermatosis, rosacea, perioral dermatitis, acne, non-melanoma cancer or melanoma.
- the dermatitis is atopic dermatitis, contact dermatitis, xerotic eczema, or seborrheic dermatitis.
- the composition of the invention is topically administered to the subject in an amount between about 100 nmol to about 1 .mu.mol/cm 2 .
- the subject is a mammal. In a preferred aspect of the invention, the mammal is a human.
- FIG. 1 of US 2018/0021241A1 which is incorporated herein by reference in its entirety for all purposes, illustrates the chemical structure of some cannabinoids for use according to the invention.
- Cannabinoids are terpenophenolic compounds found in Cannabis sativa, an annual plant belonging to the Cannabaceae family. The plant contains more than 400 chemicals and approximately 80 cannabinoids. The latter accumulate mainly in the glandular trichomes. Natural phytocannabinoids occur in the free acid forms within plant tissue.
- the psychoactive cannabinoids tetrahydrocannbinol (THC), cannabidiol (CBD), cannabichromene (CBC) and cannabigerol (CBG) exist in their corresponding carboxylic acid forms THCA, CBDA, CBCA and CBGA within plant tissue and are converted to their active forms via non-enzymatic decarboxylation that occurs upon the drying of the plant tissue, or during storage or smoking.
- THC tetrahydrocannabinol
- Cannabidiol an isomer of THC, is a potent antioxidant and anti-inflammatory compound known to provide protection against acute and chronic neurodegeneration, and relief from chronic pain, inflammation, migraines, arthritis, spasms, epilepsy, and the like.
- Cannabigerol which is found in high concentrations in hemp, acts as a high affinity .alpha 2 -adrenergic receptor agonist, moderate affinity 5-HT 1 A receptor antagonist and low affinity CB 1 receptor antagonist, and thus may have anti-depressant activity.
- Cannabichromene CBC
- THCV Tetrahydrocannabivarin
- cannabinoids in topical compositions is limited by the fact that cannabinoids, because of their hydrophobic nature, must be dissolved in organic solvents that may irritate the skin.
- Polyolprepolymers are polyalkylene glycol-based polyurethane polymers that readily deposit on and within the stratum corneum forming a reservoir rather than migrating further into the skin.
- the polyolprepolymers are present in the topical composition in a concentration between 0.1 and 30% by weight of the total composition.
- the polyolprepolymers are present in the topical composition in a concentration between 0.1 and 25%, between 0.1 and 20%, between 0.1 and 15%, between 0.1 and 10%, or between 0.1 and 5% by weight of the total composition. This increases the efficacy of skin care formulations. This includes but is not limited to polyolprepolymer-2, polyolprepolymer-14 and polyolprepolymer-15, outlined in U.S. Pat. No. 5,045,317.
- Alpha and beta hydroxy acids are chemical exfoliants.
- Alpha hydroxy acids are carboxylic acids characterized by the presence of one hydroxyl group attached to the .alpha.-position of the carboxyl group, known for their beneficial exfoliating properties and for inducing skin proliferation and new cell growth.
- Exemplary alpha-hydroxy acids include, but are not limited to, glycolic acid, lactic acid, malic acid, citric acid and tartaric acid.
- Alpha-hydroxy acids are different from beta-hydroxy acids, such as .beta.-hydroxybutanoic acid, which are carboxylic acids characterized by having one hydroxyl group attached to the .beta.-position of the carboxyl group.
- compositions containing polyolprepolymers, BV-OSC and stem cell extract in combination with one or more cannabinoids provide a number of advantages not found when either active agent is used by itself, including reduced skin irritation and fast healing of any skin condition that is enhanced by inflammation including, but not limited to, acne, aging spots, scar formation, eczema and wrinkles.
- the cannabinoids of the inventive compositions modulate the cannabinoid receptors CB 1 R and CB 2 R located in the skin and involved in the attenuation of pain and contact allergic reaction, and thus stimulate the proliferation, growth and differentiation of keratinocytes in the skin as well as their immune competence and/or tolerance.
- the combination of the cannabinoids with polyolprepolymers results in an unexpected synergic anti-inflammatory effect due to the anti-inflammatory properties of the cannabinoids, and contributes to the total wellness of the skin.
- the compositions containing a combination of one or more polyolprepolymers and one or more cannabinoids according to the invention provide greater skin improvement effects than the same compositions comprising either alone.
- One embodiment of the invention is a topical composition for treating skin that comprises a therapeutically effective amount of at least one cannabinoid or molecule that acts on endocannabinoid receptors (e.g., Palmitoylethanolamide (PEA)), and a therapeutically effective amount of a polyolprepolymer, stem cell extract and BV-OSC (tetrahexyldecy ascorbate).
- PDA Palmitoylethanolamide
- BV-OSC tetrahexyldecy ascorbate
- the stem cell extract is present in the topical composition in a concentration between 0.1 and 30% by weight of the composition.
- the stem cell extract is present in the topical composition in a concentration between 0.1 and 25%, between 0.1 and 20%, between 0.1 and 15%, between 0.1 and 10%, or between 0.1 and 5%, by weight of the total composition.
- the BV-OSC is present in the topical composition in a concentration between 0.1 and 30% by weight of the composition. In other embodiments of the invention, the BV-OSC is present in the topical composition in a concentration between 0.1 and 25%, between 0.1 and 20%, between 0.1 and 15%, between 0.1 and 10%, or between 0.1 and 5%, by weight of the total composition.
- cannabinoid and “cannabinoids” include, but are not limited to, natural phytocannabinoids, organic cannabinoids, endocannabinoids, cannabinoid analogs, cannabinoid derivatives, synthetic cannabinoids and cannabinoid receptor agonists.
- organic cannabinoids examples include, but are not limited to, hemp oil.
- cannabinoids, cannabinoid analogs and cannabinoid derivatives include, but are not limited to, cannabigerolic acid (CBGA), cannabigerolic acid monomethylether (CBGAM), cannabigerol (CBG), cannabigerol monomethylether (CBGM), cannabigerovarinic acid (CBGVA), cannabigerovarin (CBGV), cannabichromenic acid (CBCA), cannabichromene (CBC), cannabichromevarinic acid (CBCVA), cannabichromevarin (CBCV), cannabidiolic acid (CBDA), cannabidiol (CBD), cannabidiol monomethylether (CBDM), cannabidiol-C 4 (CBD-C 4 ), cannabidivarinic acid (CBDVA), cannabidivarin (CBDV), cannabidiorcol (CBD-C 1 ), delta-9-tetrahydrocanna
- Cannabinoid receptor agonists as used herein may include natural and synthetic compounds that are structurally related to natural cannabinoids, and natural and synthetic compounds that are not structurally related to natural cannabinoids, all of which interact with at least one of the cannabinoid receptors.
- Cannabinoid receptor agonists that can be used according to the invention exert the same function as natural cannabinoids and share one or more common features with natural cannabinoids.
- cannabinoid receptor agonists that are not structurally related to natural cannabinoids are lipid soluble and non-polar, consist of 22 to 26 carbon atoms and have a side-chain comprising more than four and up to nine saturated carbon atoms.
- Non-limiting examples of cannabinoid receptor agonists that are not structurally related to natural cannabinoids include naphthoylindoles, naphthylmethylindoles, naphthoylpyrroles, naphthylmethylindenes, phenylacetylindoles, such as benzoylindoles, cyclohexylphenols, and Palmitoylethanolamide (PEA).
- PDA Palmitoylethanolamide
- Exemplary cannabinoid receptor agonists are well known in the art and include, but are not limited to, compounds of the molecular formula C 21 H 30 O 2 ; the molecular formula C 25 H 38 O 3 ; the molecular formula C 21 H 34 O 2 ; the molecular formula C 24 H 23 NO; the molecular formula C 22 H 25 NO 2 ; and the like.
- the present invention provides a topical composition and methods for the treatment of a skin disorder or rejuvenation of the skin that comprise administering a topical composition, wherein the topical composition comprises a therapeutically effective amount of at least one cannabinoid and a therapeutically effective amount of at least one polyolprepolymers in a pharmaceutically acceptable carrier.
- the carrier is an oil, cream or ointment.
- the cannabinoids are present in the topical composition in a concentration between 0.1 and 30% by weight of the composition. In other embodiments of the invention, the cannabinoids are present in the topical composition in a concentration between 0.1 and 25%, between 0.1 and 20%, between 0.1 and 15%, between 0.1 and 10%, or between 0.1 and 5%, by weight of the total composition.
- the cannabinoids are one or more of tetrahydrocannbinol (THC), cannabidiol (CBD), cannabigerol (CBG), cannabichromene (CBC), tetrahydrocannabivarin (THCV), analogs thereof, derivatives thereof, organic and synthetic cannabinoids and cannabinoid receptor agonists as described above.
- THC tetrahydrocannbinol
- CBD cannabidiol
- CBG cannabigerol
- CBC cannabichromene
- THCV tetrahydrocannabivarin
- the cannabinoids in the topical composition comprise one or more of a natural phytocannabinoid, an organic cannabinoid, an endocannabinoid, a cannabinoid analog, a cannabinoid derivative, a synthetic cannabinoid and a cannabinoid receptor agonist.
- the cannabinoid receptor agonist may comprise one or more of a naphthoylindole, a naphthylmethylindole, a naphthoylpyrrole, a naphthylmethylindene, a phenylacetylindole, a cyclohexylphenol, and a Palmitoylethanolamide (PEA).
- hydroxy acid includes, but is not limited to, alpha-hydroxy acid and beta-hydroxy acid.
- the hydroxy acids are present in the topical composition in a concentration between 0.1 and 10% by weight of the composition.
- Alpha hydroxy acids that may be used according to the invention comprise, but are not limited to, organic carboxylic acids in which one hydroxyl group is attached to the alpha carbon of the acids.
- alpha hydroxy acids may be represented by the formula (Ra) (Rb) C (OH) COOH, wherein Ra and Rb are each H, F, Cl, Br, alkyl, aralkyl or aryl group of saturated or unsaturated, isomeric or non-isomeric, straight or branched chain or cyclic form, having 1 to 25 carbon atoms. Ra and Rb may also carry an OH, CHO, COOH or alkoxy group having 1 to 9 carbon atoms.
- the hydroxy acids may be present in the topical composition as a free acid or in lactone form, or in a salt form with an organic base or an inorganic alkali.
- the hydroxy adds may also exist as stereoisomers as D, L, and DL forms when Ra and Rb are not identical.
- Typical alkyl, aralkyl and aryl groups for Ra and Rb include, but are not limited to, methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, lauryl, stearyl, benzyl and phenyl.
- Alpha hydroxy acids include (1) alkyl alpha hydroxyacids; (2) aralkyl and aryl alpha hydroxyacids; (3) polyhydroxy alpha hydroxyacids; and (4) polycarboxylic alpha hydroxyacids.
- Alkyl alpha hydroxy acids include, but are not limited to, 2-hydroxyethanoic acid (glycolic acid, hydroxyacetic acid) (H) (H) c (OH) COOH; 2-hydroxypropanoic acid (lactic acid) (CH 3 ) (s) C (OH) COOH; 2-methyl 2-hydroxypropanoic acid (methyllactic acid) (CH 3 ) (CH 3 ) C (OH) COOH; 2-hydroxybutanoic acid (C 2 H 5 ) (H) C (OH) COOH, 2-hydroxypentanoic acid (C 3 H 7 ) (H) C (OH) COOH; 2-hydroxyhexanoic acid (C 4 H 9 ) (H) C (OH) COOH; 2-hydroxyheptanoic acid (C 5 H 11 (H) C (OH) COOH; 2-hydroxyoctanoic acid (C 6 H 13 ) (H) C (OH) COOH; 2-hydroxynonanoic acid (C 7 H 15 ) (H) C (OH) COOH
- Aralkyl and aryl alpha hydroxy acids include, but are not limited to, 2-phenyl 2-hydroxyethanoic acid (mandelic acid) (C 6 H 5 ) (H) C (OH) COOH; 2,2-diphenyl 2-hydroxyethanoic acid (benzylic acid) (C 6 H 5 ) (C 6 H 5 ) C (OH) COOH; 3-pphenyl 2-hydroxypropanoic acid (phenyllactic acid) (C 6 H 5 CH 2 ) (H) C (OH) COOH; 2-pphenyl 2-methyl 2-hydroxyethanoic acid (atrolactic acid) (C 6 H 5 ) (CH 3 ) C (OH) COOH; 2-(4′-hydroxyphenyl)2-hydroxyethanoic acid (4-hydroxymandelic acid) (HO ⁇ C 6 H 4 ) (H) C (OH) COOH; 2-(4′-chlorophenyl) 2-hydroxyethanoic acid (4-chloromandelic acid) (Cl ⁇ C 6 H 4
- Polyhydroxy alpha hydroxy acids include, but are not limited to, 2,3-dihydroxypropanoic acid (glyceiic acid) (HOCH 2 ) (H) C (OH) COOH; 2,3,4-trihydroxybutanoic acid (isomers; erythronic acid, threonic acid) HOCH 2 (HO)CH 2 (H) C (OH) COOH; 2,3,4,5-tetrahydroxypentanoic acid (isomers; ribonic acid, arabinoic acid, xylonic acid, lyxonic acid) HOCH 2 (HO) CH 2 (HO) CH 2 (H) C (OH) COOH; 2,3,4,5,6-pentahydroxyhexanoic acid (Isomers; allonic acid, altronic acid, gluconic acid, mannoic acid, gulonic acid, idonic acid, galactonic acid, talonic acid) HOCH 2 (HO)CH 2 (HO)CH 2 (HO)CH 2 (H) C (OH) COOH;
- Polycarboxylic alpha hydroxy acids include, but are not limited to, 2-hydroxypropane-1,3-dioic acid (tartronic acid) HOOC (H) C (OH) COOH; 2hydroxybutane-1,4-dioic acid (malic acid) HOOC CH 2 (H) C (OH) COOH; 2,3-dihydroxybutane-1,4-dioic acid (tartaric acid) HOOC (HO)CH (Hi) C (OH) COOH; 2-hydroxy-2-carboxypentane-1,5-dioic acid (citric acid) HOOC CH 2 C (OH) (COOH) CH 2 COOH; 2,3,4,5-tetrahydroxyhexane-1,6-dioic acid (isomers; saccharic acid, mucic acid etc.) HOOC (CHOH) 4 COOH.
- Lactone forms include, but are not limited to, gluconolactone, galactonolactone, glucuronolactone, galacturonolactone, gulonolactone, ribonolactone, saccharic acid lactone, pantoyllactone, glucoheptonolactone, mannonolactone, and galactoheptonolactone.
- the alpha hydroxy acid is lactic acid, citric acid, glycolic acid, mandelic acid, benzylic acid, malic acid, tartaric acid, gluconolactone, galactonolactone, glucuronolactone, galacturonolactone, gulonolactone, ribonolactone, saccharic acid lactone, pantoyllactone, glucoheptonolactone, mannonolactone, or galactoheptonolactone.
- the beta-hydroxy acid is salicylic acid.
- the polyolprepolymers is PP-2, PP-14, or PP-15.
- benzoyl peroxide is present from 0.1% up to 10% by weight of the total composition.
- the topical composition may further comprise a stabilizer.
- the stabilizer is selected from the group consisting of guar gum, xanthan gum cellulose hyaluronic acid, polyvinyl pyrrolidone (PVP), alginate, chondritin sulfate, poly gamma glutamic acid, gelatin, chitisin, corn starch and flour, and is present in an amount from about 0.25% to about 30% (w/v).
- the topical composition is in the form of an ointment, a cream, an emulsion, a lotion, a paste, an unguent, a gel or a sunscreen.
- the carrier in the topical composition comprises hemp oil.
- Creams according to the inventions include water-in-oil or oil-in-water emulsions and may further comprise a cleansing agent, an emollient and an aromatic chemical compound.
- Ointments and unguents according to the invention optionally contain oil and water in a ratio from 2:1 to 7:1, and may further comprise a wax, alcohols and petroleum-based mollifying agents.
- Gels according to the invention optionally contain a vegetable oil up to 5% by weight of the total composition, water and a thickening agent.
- the thickening agent is a natural polysaccharide, such as xanthan gum, carrageen, an alginate or cellulose gum.
- Pastes according to the invention may optionally contain aloe gel and beeswax.
- Lotions according to the invention include oil-in-water or water-in-oil emulsions and may comprise cetyl alcohol, an emulsifier, a fragrance, glycerol, petroleum jelly, a dye, one or more preservatives and a stabilizing agent.
- a sunscreen composition according to the invention may further comprise a UV absorbing or barrier agent in an amount between 0.1 and 10% by weight of the composition.
- UV-absorbing compounds include, but are not limited to, benzone compounds, glyceryl PABA, roxadimate, octocrylene, octyl methoxycinnamate, ethoxyethyl p-methoxycinnamate, homomenthyl salicylate, ethylhexyl salicylate, trolamine salicylate, ecamsule, ensulizole, bemotrizinol and bisoctrizole.
- Exemplary UV-barrier compounds include but are not limited to, zinc oxide and titanium dioxide.
- the topical compositions of the invention may further comprise one or more active agents, such as an antibiotic, an antiseptic agent, an antifungal, an antibacterial agent, an analgesic or an antiviral agent.
- the topical compositions of the invention may further comprise anesthetics, anti-cancer agents, antiacne agents, humectants, such as cationic, ionic and non-ionic surfactant, moisturizers, antipruritic agents, antiperspirants, antipsoriatic agents, antiseborrheic agents, antiaging and anti-wrinkle agents, skin lightening agents, depigmenting agents and vitamins.
- antibiotics include, but are not limited to, ampicillin, bacampicillin, carbenicillin indanyl, mezlocillin, piperacillin, ticarcillin, amoxicillin-clavulanic acid, ampicillin-sulbactam, benzylpenicillin, cloxacillin, dicloxacillin, methicillin, oxacillin, penicillin G, penicillin V, piperacillin tazobactam, ticarcillin clavulanic acid, nafcillin, procaine penicillin, cefadroxil, cefazolin, cephalexin, cephalothin, cephapirin, cephradine, cefaclor, cefamandol, cefonicid, cefotetan, cefoxitin, cefprozil, ceftmetazole, cefuroxime, loracarbef cefdinir, ceftibuten, cefoperazone, cefixime, cefo
- Antiseptic compounds include, but are not limited to, iodine, manuka honey, octenidine dihydrochloride, phenol, polyhexanide, sodium chloride, sodium hypochlorite, calcium hypochlorite, sodium bicarbonate, methyl paraben, benzoyl peroxide and sodium dehydroacetate.
- the amount of the antiseptic compound in the topical formulation is from 0.01 to 5% by weight of the total composition.
- Antifungal agents include, but are not limited to, amphotericin B, candicidin, filipin, hamycin, natamycin, nystatin, rimocidin, bifonazole, butoconazole, clotrimazole, econazole, fenticonazole, isoconazole, ketoconazole, luliconazole, miconazole, omoconazole, oxiconazole, sertaconazole, sulconazole, tioconazole, albaconazole, fluconazole, isavuconazole, itraconazole, posaconazole, ravuconazole, terconazole, voriconazole, abafungin, amorolfin, butenafine, naftifine, terbinafine, anidulafungin, caspofungin, micafungin, benzoic acid, ciclopirox, flucytosine, gris
- Analgesic agents include, but are not limited to, methyl salicylate, codeine, morphine, methadone, pethidine, buprenorphine, hydromorphine, levorphanol, oxycodone, fentanyl, and a non-steroidal anti-inflammatory drug.
- the amount of the analgesic agent in the topical formulation is from 0.01 to 5% by weight of the total composition.
- Anti-viral agents include, but are not limited to, acyclovir, famciclovir, penciclovir, valacyclovir, trifluridine, docosanol, amantadine, rimantadine, oseltamivir, and zanamivir.
- the amount of the anti-viral agent in the topical formulation is from 0.01 to 5% by weight of the total composition.
- the topical composition of the invention may further comprise a stabilizer selected from the group consisting of guar gum, xanthan gum cellulose hyaluronic acid, polyvinyl pyrrolidone (PVP), alginate, chondritin sulfate, poly gamma glutamic acid, gelatin, chitisin, corn starch and flour, in an amount from about 0.25% to about 2% (w/v).
- a stabilizer selected from the group consisting of guar gum, xanthan gum cellulose hyaluronic acid, polyvinyl pyrrolidone (PVP), alginate, chondritin sulfate, poly gamma glutamic acid, gelatin, chitisin, corn starch and flour, in an amount from about 0.25% to about 2% (w/v).
- the composition for topical application to the skin comprises a therapeutically effective amount of at least one cannabinoid, a therapeutically effective amount of polyolprepolymers.
- the cannabinoids according to the invention may be obtained as an extract from a cannabis plant for medical use, such as Cannabis sativa and Cannabis indica, by extracting the trichomes of the plants in a solvent and heating the mixture to evaporate the solvent.
- extraction technologies include, but are not limited to, CO 2 extraction and microwave extraction.
- the cannabinoids according to the invention may also be obtained as an extract from a cannabis transgenic plant that overexpresses one or more particular cannabinoids or that does not express or under-expresses one or more particular cannabinoids.
- Synthetic cannabinoids may be prepared according to the technologies known to those skilled in the art.
- endogenous nucleic acid sequences may be extracted from a cannabis plant and used to produce cannabinoids by recombinant technology.
- the topical compositions of the invention may be prepared by dissolving the dry extracts of cannabinoids in an oil, and by adding the cannabinoid solution to a composition containing the hydroxy acids.
- the hydroxy acid composition may be an alcohol solution in which the hydroxy acids are dissolved, or the hydroxy acids may be dissolved in an alcohol-free solution.
- the hydroxy acids are dissolved in a composition comprising hemp oil or one or more cannabinoid, analogs thereof, derivatives thereof, organic and synthetic cannabinoids and cannabinoid receptor agonists as described above, wherein the one or more cannabinoids, analogs thereof, derivatives thereof, organic and synthetic cannabinoids and cannabinoid receptor agonists are dissolved in an oil.
- the oil is a vegetable oil. Even more preferably the vegetable oil is hemp oil.
- the invention provides a method to treat a skin disorder or rejuvenate the skin in a subject in need thereof, that comprises topically administering to the subject the topical composition of the invention as described above.
- the skin disorder may be one or more of eczema, psoriasis, dermatitis, itching dermatosis, rosacea, perioral dermatitis, acne, non-melanoma cancer or melanoma.
- the subject may present the first signs of irritation, or presents a severe symptom which is one or more of pruritus, dryness, skin rash, redness, swelling of the skin, itching, crusting, flaking, blistering, cracking, oozing, and bleeding.
- the dermatitis may be atopic dermatitis, contact dermatitis, xerotic eczema, or seborrheic dermatitis.
- the composition of the invention is topically administered to the subject in an amount between about 100 nmol to about 1 .mu.mol/cm 2 .
- the subject is a mammal.
- the mammal is a human.
- the invention provides a method for treating or preventing pruritus, dryness of the skin, skin rash, redness, swelling of the skin, itching, crusting, flaking, blistering, cracking, oozing, bleeding or blistering of the skin in a subject in need thereof, that comprises topically administering to the subject the composition of the invention.
- the subject may be disease-free or may be suspected of having or have one or more skin conditions, such as eczema, psoriasis, dermatitis, itching dermatosis, rosacea, perioral dermatitis, acne, non-melanoma cancer or melanoma.
- the dermatitis may be atopic dermatitis, contact dermatitis, xerotic eczema, or seborrheic dermatitis.
- the composition of the invention is topically administered to the subject in an amount between about 100 nmol to about 1 .mu.mol/cm 2 .
- the subject is a mammal.
- the mammal is a human.
- 30 subjects with severe dermatitis are divided into two groups, 5 subjects per group. The subjects are instructed to topically apply a cream two times daily for two weeks. Group one is treated for two weeks with a cream containing hydroxyl acids, polyolprepolymer, stem cell extract and vehicle. Group two is treated for two weeks with a cream containing the hydroxyl acids, polyolprepolymer, stem cell extract, vehicle and cannabinoids. The effects of the different treatments are evaluated after two weeks.
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Abstract
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US16/455,002 US10864189B2 (en) | 2018-06-29 | 2019-06-27 | Topical compositions comprising polyolprepolymers, stem cell, and cannabinoids for skin care |
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US201862692178P | 2018-06-29 | 2018-06-29 | |
US16/455,002 US10864189B2 (en) | 2018-06-29 | 2019-06-27 | Topical compositions comprising polyolprepolymers, stem cell, and cannabinoids for skin care |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2022232824A1 (en) * | 2021-04-28 | 2022-11-03 | Demetrix, Inc. | Use of cannabinoids in the treatment of inflammation and aging in the skin |
US11524040B2 (en) | 2020-08-24 | 2022-12-13 | Charlotte's Web, Inc. | Composition for the treatment of acne |
EP4268799A1 (en) | 2022-04-01 | 2023-11-01 | TF Holdings LLC | Skin treatment composition containing cannabinoids |
EP4316474A1 (en) | 2022-08-02 | 2024-02-07 | TF Holdings LLC | Wound treatment topical composition containing cannabinoids |
US12016829B2 (en) | 2021-04-08 | 2024-06-25 | Pike Therapeutics Inc. | Pharmaceutical composition and method for treating seizure disorders |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2020260090C9 (en) * | 2019-04-15 | 2023-08-31 | Metagenics LLC | Novel hemp and PEA formulation and its use |
US11273122B2 (en) * | 2020-02-11 | 2022-03-15 | Therese Mainella | Combination of cannabis, derivatives thereof and additives in oral care compositions |
WO2022098366A1 (en) * | 2020-11-09 | 2022-05-12 | Redwood Ip Holding, Llc | Skincare compositions for preventing transepidermal water loss |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20160101063A1 (en) * | 2013-05-02 | 2016-04-14 | Mor Research Applications Ltd. | Cannabidiol for the prevention and treatment of graft-versus-host disease |
-
2019
- 2019-06-27 US US16/455,002 patent/US10864189B2/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20160101063A1 (en) * | 2013-05-02 | 2016-04-14 | Mor Research Applications Ltd. | Cannabidiol for the prevention and treatment of graft-versus-host disease |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11524040B2 (en) | 2020-08-24 | 2022-12-13 | Charlotte's Web, Inc. | Composition for the treatment of acne |
US12016829B2 (en) | 2021-04-08 | 2024-06-25 | Pike Therapeutics Inc. | Pharmaceutical composition and method for treating seizure disorders |
WO2022232824A1 (en) * | 2021-04-28 | 2022-11-03 | Demetrix, Inc. | Use of cannabinoids in the treatment of inflammation and aging in the skin |
EP4268799A1 (en) | 2022-04-01 | 2023-11-01 | TF Holdings LLC | Skin treatment composition containing cannabinoids |
EP4316474A1 (en) | 2022-08-02 | 2024-02-07 | TF Holdings LLC | Wound treatment topical composition containing cannabinoids |
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US20200000765A1 (en) | 2020-01-02 |
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